Triethylamine → HCID 21294064, 화합물

HRID 543230노트

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HRID 543230 반응식
[C:1]([C:4]1[CH:17]=[CH:16][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13](O)=[O:14])=[C:6]([CH2:18][CH2:19][CH3:20])[C:5]=1[OH:21])(=[O:3])[CH3:2].Cl.[NH2:23][OH:24].C(N(CC)CC)C>C(Cl)Cl>[C:1]([C:4]1[CH:17]=[CH:16][C:7]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([NH:23][OH:24])=[O:14])=[C:6]([CH2:18][CH2:19][CH3:20])[C:5]=1[OH:21])(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 13753872HCID 13753872, 화합물

생성물 1

HCID 21294064HCID 21294064, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Four and six-tenths grams of 5-(4-acetyl-3-hydroxy-2-propylphenoxy)pentanoic acid were converted to the corresponding acid chloride according to the procedure of Example 55. The resulting acid chloride and 1.05 g. of hydroxylamine hydrochloride were dissolved in 50 ml. of methylene chloride, after which were added 4.15 ml. of triethylamine in about 50 ml. of methylene chloride. After stirring overnight at room temperature, the methylene chloride was removed by evaporation and the residue was partitioned between acetate and dilute hydrochloric acid. The layers were separated, and the ethyl acetate solution was evaporated in vacuo. The residue was dissolved in diethyl ether and the solution was extracted with dilute sodium hydroxide solution. The aqueous basic solution was then made acidic with dilute hydrochloric acid and the solution was extracted with ethyl acetate. The ethyl acetate layer was dried over sodium sulfate and evaporated to dryness. The residue was crystallized from methylene chloride/hexane to provide 400 mg. of the title product.

후처리

  1. customthe methylene chloride was removed by evaporation
  2. customthe residue was partitioned between acetate and dilute hydrochloric acid
  3. customThe layers were separated
  4. customthe ethyl acetate solution was evaporated in vacuo
  5. dissolutionThe residue was dissolved in diethyl ether
  6. extractionthe solution was extracted with dilute sodium hydroxide solution
  7. extractionmade acidic with dilute hydrochloric acid and the solution was extracted with ethyl acetate
  8. dry with materialThe ethyl acetate layer was dried over sodium sulfate
  9. customevaporated to dryness
  10. customThe residue was crystallized from methylene chloride/hexane
  11. customto provide 400 mg

출처 및 근거

ORD 기록
ord-a5be5012144042caae267d19e67ff6f7
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04661505

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